421 - 423 Simonton Street, Key West, FL 33040
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
421 - 423 Simonton Street,Key West, FL 33040
$5,850,000
- 6 Beds
- 8 Baths
- 3,010 sq. ft.
- Multi-family
- Active
Listed by: will langley, logan guevremont
Office: berkshire hathaway homeservices knight & gardner realty
MLS#:614546
Source:FL_FKBOR
Price summary
- Price:$5,850,000
- Price per sq. ft.:$1,943.52
About this home
Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool—perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.
Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.
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Home facts
- Year built:2020
- Listing ID #:614546
- Added:51 day(s) ago
- Updated:May 29, 2026 at 02:52 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:8
- Kitchen Description:Built-in Cabinets
- Living area:3,010 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
Structure and exterior
- Year built:2020
- Building area:3,010 sq. ft.
- Lot area:0.08 Acres
- Construction Materials:Combo Construction
- Exterior Features:Privacy Wall/Fence
Finances and disclosures
- Price:$5,850,000
- Price per sq. ft.:$1,943.52
- Tax amount:$26,522
Features and amenities
- Amenities:Built-in Cabinets, Smoke Alarms
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